Biggest Names in Travel Say Philly Is a Must-Visit in 2026
National Geographicย Names Philly as One of the Nine Best Spots in the Country to Celebrate America 250
Travel & Leisureย Calls Philadelphia One of the Best 50 Places to Go in 2026
BBC Travel Names Philly One of the 20 Best Places to Travel in the World in 2026
Architectural Digestย Names Philadelphia as one of the Top 19 Places to Travel in 2026
Editors atย Daily Passportย Name Philadelphia One of 10 Best Places to Visit in the World in 2026
American history, timeless charm, and blooming beauty come together.
From the historic streets of Philadelphia to the waterfront elegance of Annapolis
This March Experience VIP Access to the Nationโs Largest Flower Show!
Overall Trip Highlights
- Liberty Bell
See Americaโs iconic symbol of independence with its famous crack and inspiring inscription. - Independence Hall
Stand in the very room where the Declaration of Independence and Constitution were signed. - VIP Philadelphia Flower Show
Enjoy exclusive early access to the nationโs largest and longest-running flower show. - Flavors of Philly Food Tour
Taste Philly classicsโpretzels, tomato pie, cheesesteaksโon a guided culinary walk. - Reading Terminal Market
Wander one of Americaโs oldest indoor markets, filled with Amish treats and local favorites. - Historic Old City Walk
Stroll cobblestone streets and landmarks where American democracy was born. - Rittenhouse Square
Relax among tree-lined paths, historic homes, and lively city vibes. - Annapolis Schooner Sunset Cruise
Sail the Chesapeake at sunset aboard a classic schooner. - U.S. Naval Academy Tour
Explore the historic grounds where generations of naval leaders trained.
March 1-6, 2026
3 nights in Philadelphia, PA
2 nights in Annapolis, MD
Beatrice Bradley 250 Event!
Commemorative Giftsย โ Take home a BB 250th Commemorative Charm, T-shirt, and Toteโspecial keepsakes of this once-in-a-lifetime celebration. ๐บ๐ธ
Quick Pricing
Single Occupancy: $4550
Double Occupancy: $3650
Group Size: 10-14 Guestsย
Hostesses:ย Tracey Winter and Anna Kruger
Note: This itinerary serves as a general guide to what we will be doing, seeing, and eating, with the final version provided approximately two weeks prior. The published itinerary is an example and may be adjusted to include accommodations, tours, or restaurants of comparable quality to ensure the best experience.
| Single Occupancy | Double Occupancy |
| $4,550 | $3,650 |
| Private Room with Private Bath | Shared Room, Separate Beds, Shared Bath |
| Deposit Due at Time of Booking: $250 for Domestic/$500 for International |
Deposit Due at Time of Booking: $250 for Domestic/$500 for International |
| Single Occupancy – Sold Out Click for Waitlist |
Double Occupancy – Sold Out Click for Waitlist |
Beatrice Bradley Experiences are All Inclusive. What does that mean?
- Airport Group Transfers:ย Seamless airport pickups and drop-offs by our friendly hostesses, ensuring a smooth start and end to your adventure.
- Dedicated BB Hostess:ย Travel with peace of mind knowing a dedicated Beatrice Bradley hostess will be with you throughout the trip, ensuring every aspect of your journey is unforgettable.
- Full Dining:ย Enjoy 2-3 daily meals carefully selected to reflect the local cuisine, inclusive of all tips. Whether itโs a quick breakfast or a sumptuous dinner, weโve got it all covered.
- Unique Accommodations:ย Stay in boutique hotels or unique properties that are handpicked for their charm and comfort, providing an authentic and intimate experience.
- Curated Activities: We find the BEST of the best tours. Making the absolute most out of our time.
- Included Gratuities:ย Tips for tour guides, meals, and transportation are all taken care of. We ensure that those who make your trip special are rewarded, without you needing to worry about the details.
- Transportation:ย All transportation is included throughout the experience, from airport pickup to your final drop-off.
- You wonโt see โFree Daysโ on our itineraries:ย Our trips are made for a balanced experience. We carve out time to bond, laugh, shop and explore but we will never just send you out on your own and say โgood luckโ we do everything together or smaller group breakouts.
With Beatrice Bradley, every detail is meticulously planned to ensure you have a memorable and carefree travel experience. Join us and discover the joy of true hassle-free travel!
We Offer Flex-Pay! What is that?
Flexible Payments at Your Fingertips: You can use your invoice to pay any amount you choose, as frequently as you wish, until the full payment deadline.
Want to make a payment? Click โReview and Payโ on your invoice whenever youโre ready.
Pay Your Way: You can adjust the payment amount by selecting “Edit Amount,” allowing you to manage your budget flexibly.
Final Countdown: Ensure everything is paid up 60 days prior to your trip for domestic and 90 days prior for international. Don’t worry, we’ll send you reminders! If there’s any remaining balance, weโll automatically process it, allowing you to focus on the excitement of your upcoming adventure!
| Arrival Information | Departing Information |
| Philadelphia International Airport (PHL) *NOTE flying in and out of different airportsย | Baltimore International Airport (BWI) *NOTE flying into PHL and out of BWI |
| March 1, 2026 | March 6, 2026 |
| Must arrive before 3:00 PM | First drop off at 10:00 am โ Flights 12:00 pm or later |
Anna Kruger and Tracey Winter are set to be your fabulous hostsโbut stay tuned, as our dazzling hostess lineup is always subject to a little delightful change!
As your hostesses, we understand that traveling solo can be intimidating, but rest assured, making you feel welcomed and comfortable is our top priority. Our experiences are designed for building new and lasting friendships in a warm and welcoming environment.
From the moment you arrive until we bid you farewell, weโll be right by your side. We meticulously handle all the details and manage the logistics seamlessly behind the scenes, ensuring your journey is truly unique and worry-free. While we arenโt local experts or tour guides, we work with a network of local professionals carefully selected for each location to enrich your experience.
Read more about our Hostesses Here
Thinking about joining us?
If you’re on the fence or have any questions, we’re here to help. Simply fill out this form to get in touch. We can’t wait to assist you in planning an unforgettable adventure!
If you have any immediate questions, please feel free to get in touch: 763-864-8291 | Lindsay@bbgage.com
Ready to book? We’re happy to have you!
Day One: Arrival Day
Welcome to the historic city of Philadelphia! After arriving at Philadelphia International Airport, youโll be whisked to the elegant hotel, located in the heart of the city. Take some time to relax before joining your fellow travelers for a Welcome Happy Hour at the hotelโs rooftop lounge, offering stunning views of Independence Hall. End the evening with a delightful group dinner at a renowned local restaurant, perfect for starting your adventure on a high note.
Highlights
- Airport Transfer: Effortless transfer to the centrally located hotel.
- Elegant Hotel: A stylish, historic hotel offering both comfort and luxury, steps from top attractions.
- Happy Hour: Unwind with city views and good cocktails while getting to know your travel companions.
- Group Dinner: Enjoy a delicious meal at a highly-rated Philadelphia restaurant, perfect for mingling and sharing excitement.
Day Two: Flowers, Philly Flavor & Open-Air Views
Today is a vibrant mix of blooming beauty, beloved local food, and sweeping city views โ all Philadelphia style!
Weโll begin with breakfast at the hotel before heading out for one of the cityโs most iconic annual events: the Philadelphia Flower Show at the Pennsylvania Convention Center. As the largest and longest-running indoor flower show in the United States, this spectacular showcase transforms the space into a colorful wonderland of botanical art, garden design, and floral creativity.
VIP Tour of the Philadelphia Flower Show!
When youโre ready for lunch, weโll walk just next door to the historic Reading Terminal Market, one of the oldest and most famous public markets in America. This is your chance to eat like a local โ whether itโs a classic roast pork sandwich, fresh-baked Amish pretzels, or a sweet treat from a local bakery.
In the afternoon, weโll shift gears and board the Hop-On Hop-Off Bus Tour, giving you an open-air view of Philadelphiaโs most famous landmarks. Snap photos at Independence Hall, cruise past the Liberty Bell, and take in the sights and stories that shaped our nationโs beginnings.
We’ll return to the hotel to relax and freshen up before heading out for a delicious group dinner at LaScalaโs Fire, where the menu blends rustic Italian comfort food with a modern twist โ perfect for great conversation and a cozy end to a packed day.
Highlights
- VIP Philadelphia Flower Show Admission โ Experience the country’s premier indoor flower show, filled with immersive garden displays and floral artistry.
- Explore the Show at Your Own Pace โ Enjoy time to wander and take in the beauty after our group visit.
- Lunch at Reading Terminal Market โ Savor Phillyโs favorite eats from one of Americaโs most historic public markets.
- Hop-On Hop-Off Bus Tour โ Discover Philadelphiaโs historic core with an open-air sightseeing adventure.
- Dinner at LaScalaโs Fire โ End the day with a flavorful Italian-American meal in a lively, welcoming setting.
Day Three: Colonial Legends, Philly Flavors & Smooth Jazz
Today brings together a rich dose of American heritage, iconic local eats, and live jazz in one unforgettable Philadelphia day.
Weโll start with breakfast at the hotel, giving you time to fuel up and connect with fellow travelers before heading out to explore the stories behind one of Americaโs most famous historical figures.
Our first stop is the Betsy Ross House Museum, where weโll step into the life and legacy of the woman credited with sewing the first American flag. This immersive museum offers a fascinating look into 18th-century life and the quiet revolutionaries who shaped a nation.
From there, weโll head over to the starting point of the Flavors of Philly Food Tour. This beloved culinary experience will take us on a guided tasting adventure through some of Phillyโs most legendary dishes โ from cheesesteaks to soft pretzels and local sweet treats, youโll get a true flavor of the cityโs food culture (and a few surprises too).
After the food tour, weโll return to the hotel for a little downtime before the night comes alive.
In the evening, weโll head to Chrisโs Jazz Cafรฉ, Philadelphiaโs most iconic live jazz venue. With its intimate setting and rich musical legacy, this soulful space is the perfect backdrop for smooth tunes, cozy vibes, and unforgettable moments shared with new friends.
Highlights
- Betsy Ross House Museum Tour โ Dive into Revolutionary War history at the home of one of Americaโs most iconic women.
- Flavors of Philly Food Tour โ Taste your way through the cityโs culinary musts on a fun, flavorful walking tour.
- Relax at the Hotel โ Take a well-deserved break after a full afternoon of history and food.
- Live Music at Chrisโs Jazz Cafรฉ โ Wind down the day with world-class jazz in a warm, intimate venue.
Day Four: From Founding Fathers to Naval Traditions โ Welcome to Annapolis
Today we shift gears from the cobblestone charm of Philly to the harbor-front elegance of historic Annapolis โ a city steeped in nautical tradition and small-town charm.
Weโll start the day with breakfast and coffee at the hotel before checking out of the our Hotel in Philadelphia. Your hosts will be waiting in the lobby to assist with luggage and help you board our private shuttle, making for a comfortable and scenic drive to Marylandโs capital city.
By midday, weโll check in at the Graduate by Hilton Annapolis, a stylish boutique hotel that blends playful design with historic character โ located just steps from the harbor and downtown shops.
Next up, weโll enjoy a casual lunch at Masonโs Famous Lobster Rolls, a local favorite where buttery rolls and fresh seafood come together in true East Coast fashion.
After lunch, weโll take a relaxing stroll through downtown Annapolis, known for its charming brick sidewalks, colonial architecture, and waterfront views.
The highlight of the afternoon is a privately guided tour of the United States Naval Academy. Led by expert guides, weโll explore this iconic campus, from its grand halls and chapels to the stories of midshipmen past and present. It’s a moving experience that connects tradition, service, and the spirit of leadership.
Afterward, weโll return to the hotel with time to rest and refresh before our final event of the day: dinner at the Chart House Prime, a stunning harbor side restaurant known for upscale seafood, elegant ambiance, and views of the water that will take your breath away.
Highlights
- Private Shuttle from Philadelphia to Annapolis โ Travel in comfort with your group as we journey to Maryland’s capital.
- Check-in at Graduate Annapolis โ Unwind at a vibrant, boutique hotel that celebrates local charm and Naval pride.
- Lunch at Masonโs Famous Lobster Rolls โ Indulge in a classic East Coast favorite just steps from the harbor.
- Downtown Annapolis Stroll โ Explore this picturesque town filled with history, charm, and waterfront views.
- Guided Tour of the U.S. Naval Academy โ Walk the grounds of one of the most prestigious institutions in the country, guided by local experts.
- Dinner at Chart House Prime โ Dine harborside with fresh seafood and stunning sunset views in a truly memorable setting.
Day Five: Colonial Paths & Coastal Farewells
Our final full day in Annapolis blends the rich colonial heritage of Marylandโs capital with a serene sendoff on the water โ the perfect close to an unforgettable journey.
Weโll begin the morning with breakfast and coffee at the hotel, enjoying one last relaxing start with the group before heading out for a deep dive into local history.
A short walk will bring us to the Annapolis Visitor Center, where weโll meet our guide for a Colonial History Walking Tour through the heart of the historic district. As we stroll past 18th-century buildings and charming brick sidewalks, youโll hear captivating stories about the cityโs role in shaping Americaโs past โ including visits from founding fathers and the signing of the Treaty of Paris.
After the tour, weโll return to the hotel for a leisurely afternoon and time to rest or pack before our celebratory evening.
Later, weโll gather for a farewell dinner at Ramโs Head Tavern, one of Annapolisโs most beloved historic pubs. With cozy Colonial ambiance, hearty fare, and good conversation, itโs the ideal spot to share memories, laughter, and maybe a toast or two.
To close out the evening โ and the trip โ weโll take to the water for a sunset schooner cruise. As the sky glows gold over the Chesapeake Bay, youโll feel the peaceful rhythm of the wind and waves while reflecting on the new friendships and unforgettable experiences of the week.
Highlights
- Colonial History Walking Tour โ Explore the streets of historic Annapolis and hear stories that shaped the early days of the republic.
- Annapolis Visitor Center โ Begin your journey with insights from local experts and a stroll through Marylandโs charming capital.
- Farewell Dinner at Ramโs Head Tavern โ Enjoy a cozy final meal in one of the cityโs most iconic historic taverns.
- Sunset Schooner Cruise โ Sail into the evening aboard a classic schooner, with stunning views and serene farewell vibes.
Day Six: Departure Day
As your incredible journey winds down, start the day with a delightful farewell breakfast at a cozy Annapolis cafรฉ, surrounded by new friends and fond memories. Enjoy some time for one last stroll through Downtown Annapolis, where you can pick up final keepsakes from local boutiques or simply soak in the charm of this historic town. The group will head to Baltimore International Airport, ensuring a smooth and relaxed departure.
Highlights
Farewell Breakfast: A heartfelt gathering to reminisce about your adventure.
Downtown Annapolis Exploration: Time to wander the charming streets and do some last-minute shopping.
Airport Transfer: Group transportation to Baltimore International Airport for an easy departure.
Fun Fact: Annapolis is known as “America’s Sailing Capital,” so don’t forget to grab a nautical-themed souvenir!
Note: This itinerary serves as a general guide to what we will be doing, seeing, and eating, with the final version provided approximately two weeks prior. The published itinerary is an example and may be adjusted to include accommodations, tours, or restaurants of comparable quality to ensure the best experience.
***Itinerary is subject to change
You Might Be Wonderingโฆ
Read through our frequently asked questions.
I've never traveled solo; Is this travel group for me?
Yes! In fact, many of our guests are first-time solo travelers. Beatrice Bradley is designed exactly for women like you. Those ready to explore but not alone. From the moment you arrive, you'll be welcomed into a fun, supportive group of like-minded women. We take care of the details so you can relax, make fast friends, and enjoy the adventure. You may come solo, but youโll never feel alone.
Beatrice Bradley Experiences are All Inclusive. What does that mean?
Included:
- Accommodations: Stay in boutique hotels or unique properties that are handpicked for their charm and comfort, providing an authentic and intimate experience.
- Tours / Activities: We curate only the best of the best experiences to make the most of our time together. Please note that tours and activities listed on the website are subject to change based on availability, group size, and weather. If adjustments are needed, weโll always replace them with something equally special
- Food / Beverages: Meals eaten with the group are fully covered by Beatrice Bradley. Typically this includes 2 meals a day.ย
- Transportation:ย All transportation is included throughout the experience, from airport pickup to your final drop-off.
- Airport Group Transfers:ย Seamless airport pickups and drop-offs by our friendly hostesses, ensuring a smooth start and end to your adventure.
- Dedicated BB Hostess:ย Travel with peace of mind knowing a dedicated Beatrice Bradley hostess will be with you throughout the trip, ensuring every aspect of your journey is unforgettable.ย Please remember Your BB Host is not your tour guide.
- Included Gratuities:ย Tips for local tour guides, meals, and transportation are all taken care of.
not included:
-
Airfare to and from the destination โ Youโll arrange your own flights based on our suggested arrival and departure times.
-
Hotel incidentals and personal expenses โ Things like room service, minibar items, or personal shopping arenโt included.
-
Meals eaten outside the group โ If you choose to skip a group meal or explore on your own, those meals are at your own expense.
-
Activities done outside the group itinerary โ Any optional excursions, spa treatments, or activities not part of the planned group experience will be at your discretion and cost.
- Tips for your Beatrice Bradley Host
We keep things simple and transparentโso you can focus on enjoying every moment.
Are the deposits refundable / What is the cancellation policy.
What if i want to skip an activity? - How important is it to be on time?
You are never required to do all activities! Sometimes you need a little downtime, and youโre welcome to skip an activity if you'd prefer to rest or recharge. Just keep our hosts in the loop.ย
Being on time is also very important. We run a thoughtful schedule to make sure everyone gets the most out of each day. Out of respect for your fellow travelers and our guides, we ask that you arrive on time and ready to roll so we can keep the adventure smooth and stress-free for all!
What can I expect from a Beatrice Bradley Host?
Our Beatrice Bradley hosts are the glue that holds each trip together. They understand how intimidating solo travel can feel, and theyโre dedicated to making your experience warm, welcoming, and full of laughter. From the moment you arrive, theyโll be there with a smileโhelping you settle in, making introductions, and setting the tone for a fun and connected adventure.
Our hosts arenโt just handling logisticsโtheyโre the heart of the journey. They create a sense of community, offer support, and help every woman feel seen, included, and valued.
Please note: our hosts are not local tour guidesโwe hire local experts for that. In some cases, it may even be their first time in the destination, just like you! While theyโre often going above and beyond to ensure everything runs smoothly, we kindly ask that you treat them with respect. They are not personal assistants or luggage portersโthey are your fellow travelers, dedicated to making this trip unforgettable for everyone.
How does tipping work?
We take care of all standard tips for included meals, local guides, and driversโso you donโt need to worry about those details.
If youโd like to show appreciation to your Beatrice Bradley host, gratuities are always welcome but never expected. A general guideline is $5โ$10 per day, per host, depending on your experience. Most guests find it a meaningful way to say thank you for the care, energy, and fun our hosts bring to each trip!
